40+ Houses for Sale in Chatham, MA

42 results

42 single-family homes are for sale in Chatham, MA (median list price $1,745,000), as of November 4, 2026.

Property at 106 Barcliff Ave, Chatham, MA 02633
1 / 35
Active Under Contract

$5,250,000

106 Barcliff Ave, Chatham, MA 02633

4 bds
|
4.5 ba
|
4000 sqft

$1,313/sqft · 63 days on market

MLS® 73571701Single Family Residence
eXp Realty LLC - Corporate Office - Jill Boudreau
Property at 35 Crows Pond Rd, Chatham, MA 02633
1 / 42
Active Under Contract

$3,995,000

35 Crows Pond Rd, Chatham, MA 02633

3 bds
|
4.5 ba
|
4400 sqft

$908/sqft · 33 days on market

MLS® 73584596Single Family Residence
Gibson Sotheby's International Realty - Betsy Hargreaves
Property at 24 Deep Water Ln, Chatham, MA 02633
1 / 36
Active
Open

$810,000

24 Deep Water Ln, Chatham, MA 02633

1 bds
|
2 ba
|
768 sqft

$1,055/sqft · 80 days on market

MLS® 73557769Single Family Residence
Today Real Estate, Inc. - Karen St. Amand
Property at 2673 Main St, Chatham, MA 02659
1 / 42
Active
Price drop

$829,000

Price reduced by

2673 Main St, Chatham, MA 02659

4 bds
|
2 ba
|
1635 sqft

$507/sqft · 41 days on market

MLS® 73585326Single Family Residence
eXp Realty LLC - Barbara Garside
Property at 169 Tisquantum Rd, Chatham, MA 02633
1 / 42
Active
Price drop

$3,999,000

Price reduced by

169 Tisquantum Rd, Chatham, MA 02633

5 bds
|
4.5 ba
|
5887 sqft

$679/sqft · 44 days on market

MLS® 73581092Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group

What's actually happening in Chatham right now?

Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

Property at 48 Hillcrest, Chatham, MA 02633
1 / 40
Active

$5,900,000

48 Hillcrest, Chatham, MA 02633

4 bds
|
5.5 ba
|
5254 sqft

$1,123/sqft · 6 days on market

MLS® 73596909Single Family Residence
Compass - William Storff
Property at 336 Stage Island Rd, Chatham, MA 02633
1 / 42
Active
Price drop
Open

$2,699,000

Price reduced by

336 Stage Island Rd, Chatham, MA 02633

3 bds
|
2.5 ba
|
2205 sqft

$1,224/sqft · 183 days on market

MLS® 73513527Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 12 Pond St, Chatham, MA 02633
1 / 42
Active
Price drop

$6,575,000

Price reduced by

12 Pond St, Chatham, MA 02633

4 bds
|
4 ba
|
4512 sqft

$1,457/sqft · 43 days on market

MLS® 73582098Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 41 Court St, Chatham, MA 02650
1 / 38
Active Under Contract
Price drop

$2,295,000

Price reduced by

41 Court St, Chatham, MA 02650

3 bds
|
2.5 ba
|
3504 sqft

$655/sqft · 262 days on market

MLS® 73477537Single Family Residence
Compass - The Nickerson Power Group
Property at 25 Clifford Pl, Chatham, MA 02633
1 / 18
Active

$699,999

25 Clifford Pl, Chatham, MA 02633

3 bds
|
2 ba
|
1624 sqft

$431/sqft · 8 days on market

MLS® 73596255Single Family Residence
Coldwell Banker Realty - Easton - Catherine Walsh
Property at 193 Heritage Ln, Chatham, MA 02633
1 / 27
Active

$589,000

193 Heritage Ln, Chatham, MA 02633

3 bds
|
1 ba
|
1008 sqft

$584/sqft · 9 days on market

MLS® 73595531Single Family Residence
Chatelain Real Estate - Ned Chatelain
Property at 49 Duck Marsh Lane, Chatham, MA 02633
1 / 33
Active
Open

$779,000

49 Duck Marsh Lane, Chatham, MA 02633

3 bds
|
2 ba
|
1437 sqft

$542/sqft · 9 days on market

MLS® 73595488Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 20 Cedar Swamp Lane, Chatham, MA 02633
1 / 12
Active

$995,000

20 Cedar Swamp Lane, Chatham, MA 02633

2 bds
|
1 ba
|
710 sqft

$1,401/sqft · 17 days on market

MLS® 73592561Single Family Residence
Sotheby's International Realty - Ellen Valentgas
Property at 153 Shore Rd, Chatham, MA 02633
1 / 38
Active

$9,495,000

153 Shore Rd, Chatham, MA 02633

3 bds
|
2.5 ba
|
3079 sqft

$3,084/sqft · 13 days on market

MLS® 73594589Single Family Residence
eXp Realty LLC - Sarah Keith
Property at 789 Riverview Drive, Chatham, MA 02633
1 / 42
Active

$1,175,000

789 Riverview Drive, Chatham, MA 02633

2 bds
|
3 ba
|
1764 sqft

$666/sqft · 13 days on market

MLS® 73594614Single Family Residence
John C. Ricotta & Associates, Inc. - Timothy Bailey
Property at 235 Morton Rd, Chatham, MA 02659
1 / 36
Active

$739,000

235 Morton Rd, Chatham, MA 02659

3 bds
|
1.5 ba
|
1428 sqft

$518/sqft · 14 days on market

MLS® 73594309Single Family Residence
Gibson Sotheby's International Realty - Natalia Weiner
Property at 800 Riverview Dr, Chatham, MA 02633
1 / 40
Active Under Contract
Price drop

$875,000

Price reduced by

800 Riverview Dr, Chatham, MA 02633

3 bds
|
2 ba
|
1820 sqft

$481/sqft · 33 days on market

MLS® 73583012Single Family Residence
Compass - Shane Masaschi
Property at 15 Eddie Ln, Chatham, MA 02633
1 / 14
Active Under Contract

$599,999

15 Eddie Ln, Chatham, MA 02633

2 bds
|
1 ba
|
1296 sqft

$463/sqft · 24 days on market

MLS® 73589780Single Family Residence
Coldwell Banker Realty - Easton - Catherine Walsh
Property at 2118 Main St, Chatham, MA 02633
1 / 26
Active
Price drop
Open

$1,275,000

Price reduced by

2118 Main St, Chatham, MA 02633

4 bds
|
2.5 ba
|
2670 sqft

$478/sqft · 34 days on market

MLS® 73585978Single Family Residence
Gibson Sotheby's International Realty - Marcie Smith
Property at 35 Duncan Lane, Chatham, MA 02633
1 / 38
Active
Price drop

$1,195,000

Price reduced by

35 Duncan Lane, Chatham, MA 02633

3 bds
|
2 ba
|
2176 sqft

$549/sqft · 151 days on market

MLS® 73531412Single Family Residence
Alliance Realty Advisors, Inc. - John Habeeb
Property at 304 Round Cove Rd, Chatham, MA 02633
1 / 33
Active

$870,000

304 Round Cove Rd, Chatham, MA 02633

3 bds
|
2 ba
|
1896 sqft

$459/sqft · 23 days on market

MLS® 73590218Single Family Residence
Venture - Kimberly Arena
Property at 95 Cotchpinicut, Chatham, MA 02633
1 / 41
Active

$5,900,000

95 Cotchpinicut, Chatham, MA 02633

4 bds
|
5 ba
|
4394 sqft

$1,343/sqft · 122 days on market

MLS® 73544856Single Family Residence
William Raveis Chatham - John Burke
Property at 70 Uncle Deane's Rd, Chatham, MA 02659
1 / 42
Active
Price drop
Open

$1,599,000

Price reduced by

70 Uncle Deane's Rd, Chatham, MA 02659

3 bds
|
3 ba
|
3514 sqft

$455/sqft · 175 days on market

MLS® 73519558Single Family Residence
Shining Sea Realty - Patrick Davison
Property at 312 Round Cove Rd, Chatham, MA 02633
1 / 42
Active

$2,199,000

312 Round Cove Rd, Chatham, MA 02633

3 bds
|
2.5 ba
|
2848 sqft

$772/sqft · 23 days on market

MLS® 73590086Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 70 Judges Way, Chatham, MA 02633
1 / 42
Active
Price drop
Open

$5,450,000

Price reduced by

70 Judges Way, Chatham, MA 02633

5 bds
|
4.5 ba
|
4060 sqft

$1,342/sqft · 197 days on market

MLS® 73506909Single Family Residence
Christie's International Real Estate Atlantic Brokerage - Lori Jurkowski
Property at 25 Partridge Path, Chatham, MA 02633
1 / 42
Active
Open

$849,900

25 Partridge Path, Chatham, MA 02633

3 bds
|
2 ba
|
2000 sqft

$425/sqft · 27 days on market

MLS® 73589192Single Family Residence
Christie's International Real Estate Atlantic Brokerage - Cape Island Estates Group
Property at 33 Duck Marsh Ln, Chatham, MA 02633
1 / 36
Active
Price drop

$829,000

Price reduced by

33 Duck Marsh Ln, Chatham, MA 02633

3 bds
|
2 ba
|
1192 sqft

$695/sqft · 335 days on market

MLS® 73460325Single Family Residence
Gibson Sotheby's International Realty - Darci Sequin
Property at 20 Circle Drive, Chatham, MA 02659
1 / 42
Active
Price drop

$2,140,000

Price reduced by

20 Circle Drive, Chatham, MA 02659

4 bds
|
3 ba
|
3102 sqft

$690/sqft · 62 days on market

MLS® 73571912Single Family Residence
Gibson Sotheby's International Realty - Barbara Carrollhorne
Property at 2653 Main St, Chatham, MA 02659
1 / 15
Active

$950,000

2653 Main St, Chatham, MA 02659

3 bds
|
2.5 ba
|
2252 sqft

$422/sqft · 38 days on market

MLS® 73583268Single Family Residence
Commercial Realty Advisors, Inc. - Kevin A. Pepe
Property at 231 Crowell Road, Chatham, MA 02633
1 / 27
Active
Price drop

$1,650,000

Price reduced by

231 Crowell Road, Chatham, MA 02633

0 bds
|
1 ba
|
2586 sqft

$638/sqft · 868 days on market

MLS® 73258353Single Family Residence
John C. Ricotta & Associates, Inc. - Judith Smith

Houses for sale in Chatham, MA: market at a glance

As of November 4, 2026, there are 42 single-family homes for sale in Chatham, MA, with a median list price of $1,745,000. In August 2026, the median sale price for homes in Chatham, MA (all home types) was $1,355,500, down 22.5% from a year earlier.

Houses for sale
42
Median list price
$1,745,000
Median sale price (August 2026, all home types)
$1,355,500
Median days on market (August 2026, all home types)
44 days
Median sale price, Sep 2025 – Aug 2026

Common questions about Chatham, MA real estate

How many single-family homes are for sale in Chatham, MA?

As of November 4, 2026, there are 42 single-family homes for sale in Chatham, MA.

What is the median single-family home price in Chatham, MA?

The median list price of single-family homes for sale in Chatham, MA is $1,745,000. Homes (all home types) that sold in August 2026 had a median sale price of $1,355,500, down 22.5% from a year earlier.

How long do homes take to sell in Chatham, MA?

Homes (all home types) in Chatham, MA that sold in August 2026 had a median of 44 days on market. Single-family homes currently for sale show a median of about 31 days on market.

Brokerage Information

Coldwell Banker

130 Concord Ave, Belmont, MA, USA

(617) 828-8863

Market Area Served

Belmont, Arlington, Newton, Scituate, Cambridge, Watertown and many more.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.